US5560873A - Mild cold pearlizing concentrates - Google Patents

Mild cold pearlizing concentrates Download PDF

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Publication number
US5560873A
US5560873A US08/367,381 US36738194A US5560873A US 5560873 A US5560873 A US 5560873A US 36738194 A US36738194 A US 36738194A US 5560873 A US5560873 A US 5560873A
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United States
Prior art keywords
pearlescent
concentrate
weight percent
shampoo
emulsifier
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Expired - Lifetime
Application number
US08/367,381
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English (en)
Inventor
Pu Chen
Joseph Niu
Siew F. Yoong
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Operations SAS
Original Assignee
Rhone Poulenc Specialty Chemicals Asia Pacific Pte Ltd
Rhone Poulenc Inc
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Priority to US08/367,381 priority Critical patent/US5560873A/en
Application filed by Rhone Poulenc Specialty Chemicals Asia Pacific Pte Ltd, Rhone Poulenc Inc filed Critical Rhone Poulenc Specialty Chemicals Asia Pacific Pte Ltd
Assigned to RHONE-POULENC SPECIALTY CHEMICALS ASIA PACIFIC PTE LTD. reassignment RHONE-POULENC SPECIALTY CHEMICALS ASIA PACIFIC PTE LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: YOONG, SIEW FANG, CHEN, PU, NIU, JOSEPH
Priority to AU53453/96A priority patent/AU706141B2/en
Priority to PCT/IB1996/000406 priority patent/WO1996021424A2/fr
Priority to CN96191687A priority patent/CN1177290A/zh
Assigned to RHONE-POULENC INC. reassignment RHONE-POULENC INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: RHONE-POULENC SPECIALTY CHEMICALS ASIA PACIFIC PTE LTD.,(A SINGAPORE CORPORATION)
Priority to US08/677,258 priority patent/US5925604A/en
Publication of US5560873A publication Critical patent/US5560873A/en
Application granted granted Critical
Assigned to RHODIA INC. reassignment RHODIA INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: RHONE-POULENC INC.
Assigned to RHODIA INC. reassignment RHODIA INC. INVALID RECORDING. SEE RECORDING AT REEL 010404, FRAME 0268. Assignors: RHONE-POULENC INC.
Assigned to RHODIA OPERATIONS reassignment RHODIA OPERATIONS ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: RHODIA INC.
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0089Pearlescent compositions; Opacifying agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Definitions

  • the present invention relates generally to hair and skin compositions such as soaps and shampoos for washing the skin and conditioning the hair. More particularly, the present invention relates to ultra-mild cold pearlescent concentrates used in said soaps and shampoos which impart an iridescent sheen or glow to these compositions.
  • Hair conditioning shampoos and cosmetic soaps are well known in the art and have been described extensively in both the patent and non-patent journal literature.
  • Cationic surfactants such as quaternary ammonium salts and anionic surfactants such as fatty alcohol sulfates and alkyl benzene sulfonates have been employed in hair rinses, soaps and shampoos as conditioning agents together with other water insoluble conditioning compounds such as silicones, waxes, grease and oils.
  • Shampoos and soaps have always been produced in a variety of different forms such as solid bars, gels, creams and liquids.
  • Pearlescent shampoos are comprised of a number of ingredients such as stabilizing agents, pearlescent agents, conditioners, emulsifiers and hydrating agents. Pearlescent agents produce a shiny glow-like look to the compositions by the incorporation of substances which, after cooling, precipitate in the form of fine crystals resembling mother of pearl and which remain dispersed in the preparation.
  • Known pearlizing agents include the mono- and diesters of glycol and glycerol with C 16 -C 22 fatty acids.
  • most pearlescent agents of the prior art if used by themselves, have to be heated above their melting points for incorporation into a final formulation. The heating step and the conditions after the heating, e.g., the mixing, storage and/or cooling stages are difficult to control and thus the pearlescence condition is ofttimes not optimized, i.e., less than ideal.
  • Cold pearlescent concentrates i.e., those that can be subsequently formulated at room temperature, are known to offer a more consistent final pearlescent product.
  • the room temperature blending not only saves energy, but also eliminates many inconsistencies that occur with high temperature mixing.
  • Cocodiethanolamide has been used to prepare these cold pearlescent concentrates since it is liquid at room temperature and thus does not require a melting step to prepare the formulations; however, studies have raised concern that the diethanolamine, often present as a by-product of the cocodiethanolamide production, may form potentially carcinogenic nitrosamines. Thus, the use of cocodiethanolamide in pearlescent personal hair care and skin products such as cosmetics, facial soaps and shampoos has been questioned from a health standpoint.
  • alkyl sulfates and ethoxylated alkyl sulfates such as sodium laureth (3EO) sulfate, which also can be used in cold pearlescent concentrates, have been found to cause skin irritation.
  • U.S. Pat. Nos. 5,290,480 and 5,290,482 to Marschner et. al. disclose surfactant compositions comprising betaine/cocoamide complexes for use in shampoo and skin cleansing products.
  • the complexes are combined with a cationic, nonionic, amphoteric or anionic surfactant to provide improved lather and conditioning characteristics.
  • Cocodiethanolamide is widely used in these shampoo compositions. See U.S. Pat. No. 4,535,877 to Russell et. al.
  • Cocoamidopropyl betaine is also a common shampoo ingredient often used as a conditioner or foam enhancer to increase the richness of the lather. See U.S. Pat. No. 4,490,355 to Desai.
  • U.S. Pat. No. 5,217,711 to DeOliveira et. al. disclose a hair treatment system consisting of a shampoo comprising, among other things, a pearlizing agent consisting of glycol distearate and a cocodiethanolamide.
  • U.S. Pat. No. 5,019,376 to Vick teaches pearlescent "crystals" in a shampoo formulation formed by the reaction between a fatty acid and a fatty monoalcohol.
  • U.S. Pat. No. 4,959,206 to Noguera et. al. teaches distearate of ethylene glycol and laurylsulfosuccinate as pearlescent agents but again, cocodiethanolamide is a necessary pearlescent stabilizer.
  • Pearlizing agents conventionally can contain ethylene glycol monostearate, ethylene glycol distearate, guanine bismuth oxychloride, mica and mixtures thereof.
  • U.S. Pat. No. 4,654,20 to Preston teaches a pearlescent shampoo wherein the pearlescing agent is a fatty acid ester, such as myristyl myristate or cetyl myristate, which is added to the shampoo base from a substantially anhydrous solubilizing agent such as a surfactant.
  • a substantially anhydrous solubilizing agent such as a surfactant.
  • a number of other prior art patents such as U.S. Pat. No. 4,608,392 to Jaquet et. al. describe the use of fatty alcohols and fatty acid quaternary ammonium compounds in the pearlescent blends.
  • Pat. No. 5,019,376 to Vick et. al. also teaches the use of a quaternary ammonium compounds such as stearyl dimethyl benzyl ammonium chloride together with a C 12 -C 16 fatty acid and cetyl alcohol.
  • U.S. Pat. No. 5,213,792 to Grundemen discloses hair conditioning compositions containing a pearlescent agent comprised of glycerin, a monolauric acid ester, a C 10 -C 18 fatty alcohol, a quaternary ammonium compound, water and any one of a number of dyes, antioxidants and the like. All of these compositions also use cocodiethanolamide in one form or another for pearlescence or some other related function.
  • U.S. Pat. No. 4,777,038 to Scheuffgen discloses a free flowing pearlescent concentrate which allegedly remains stable without the sedimentation of the pearlescent crystals during storage.
  • the composition is comprised of at least one mono- and diester of ethylene glycol or propylene glycol, a fatty acid mono-ethanolamine, ethylene glycol distearate, coconut oil and fatty alcohol.
  • the sheen is provided by the appearance of fine, pearlescent crystals.
  • a free flowing pearlescent concentrate comprising a C 12 -C 18 coconut oil fatty acid monoethanolamide, a C 16 -C 22 fatty alkyl ester, and at least one ethylene or propylene glycol ester or diester.
  • These pearlescent agents act as emulsifiers which provide free flowing dispersions that allegedly combine high brilliance and stability with other cationic surfactant components.
  • the present invention is a novel ultra-mild cold pearlescent concentrate for use in shampoo, lipstick, skin creams, lotions and the like.
  • the pearlizing concentrate is a unique formulation of ingredients comprised of an emulsifier, a zwitterionic surfactant, a nonionic alcohol ethoxylate, and an isethionate or N-methyl taurate which, when processed with other surfactants under conditions well known in the art, impart a brilliant sheen when incorporated into shampoo and soap products.
  • a stable, ultra-mild free flowing cold pearlescent concentrate is prepared using i) a suspending agent emulsifier, preferably a glycol stearate; ii) a zwitterionic surfactant co-emulsifier; iii) a nonionic alcohol ethoxylate; and iv) an isethionate or an N-methyl taurate to obviate the use of cocodiethanolamide and the alkyl sulfates and ethoxylated alkyl sulfates.
  • a suspending agent emulsifier preferably a glycol stearate
  • a zwitterionic surfactant co-emulsifier iii) a nonionic alcohol ethoxylate
  • an isethionate or an N-methyl taurate to obviate the use of cocodiethanolamide and the alkyl sulfates and ethoxylated alkyl sulfates.
  • the emulsifier comprises from about 15 to about 25 weight percent of the present concentrate, and preferably from about 18 to 22% based on the total weight of the concentrate.
  • the emulsifier is preferably selected from the group consisting of hydroxy stearate, polyethylene glycol mono- and distearates, ethylene glycol mono- and distearates, stearic monoethanolamide, stearic monoethanolamide stearate and mixtures thereof.
  • the most preferred emulsifier is ethylene glycol monostearate (C 17 H 35 COO(CH 2 ) 2 OH).
  • a second component of the pearlizing concentrate is a nonionic surfactant.
  • This surfactant which functions as an emulsion stabilizer in the formulation, is preferably an alcohol ethoxylate, of the formula
  • R is a C 8 -C 22 alkyl, preferably C 10 -C 18 ; and n is 1-40, preferably 3-20.
  • the most preferred nonionic is a lauryl alcohol ethoxylate such as Rhodasurf® LA-7, a C 12 alkyl (7EO) ethoxylated alcohol sold by Rhone-Poulenc Inc.
  • the nonionic surfactant is incorporated in the cold pearlizing concentrate in an amount of from approximately 1.0 weight percent to about 20.0 weight percent; preferably in an amount of from about 5.0 to about 10.0 weight percent; and most preferably about 7 to 10 weight percent based on the total weight of the concentrate.
  • a zwitterionic surfactant comprises the fourth component of the present invention.
  • Zwitterionic surfactants are those in which the positive and negative groups are equally ionized.
  • zwitterionic surfactants known as the betaines and their derivatives are incorporated to provide an enhanced pearlizing effect.
  • Betaines and amidobetaines are compounds of the general structures: ##STR1## respectively wherein R 2 is C 8 -C 22 alkyl or alkenyl; R 3 is H or C 1 -C 4 alkyl; and R 4 is H or C 1 -C- 4 alkyl.
  • the more preferred betaines useful herein include the high alkyl betaines such as cocodimethyl carboxymethyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alpha-carboxy-ethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis-(2-hydroxy-ethyl)carboxy methyl betaine, stearyl bis-(2-hydroxy-propyl)carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, and lauryl bis-(2-hydroxypropyl)alpha-carboxyethyl betaine.
  • high alkyl betaines such as cocodimethyl carboxymethyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alpha-carboxy-ethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis-(2-hydroxy-ethyl)carboxy methyl betaine, stearyl bis-(2-hydroxy-
  • the sulfobetaines are also preferred and may be represented by cocodimethyl sulfopropyl betaine, stearyldimethyl sulfopropyl betaine, lauryl dimethyl sulfoethyl betaine, and lauryl bis-(2-hydroxy-ethyl)sulfopropyl betaine.
  • a particularly preferred composition utilizes cocoamidopropyl betaine.
  • the zwitterionic can be present from approximately 1.0 weight percent to about 10 weight percent based on the total weight of the pearlizing concentrate. Preferably, the zwitterionic will comprise from about 2.0 to about 7.0 weight percent of the composition and most preferably from about 3.0 to about 5.0 weight percent of the pearlizing concentrate.
  • an isethionate or N-methyl taurate is utilized in the concentrates of this invention.
  • N-methyl taurates are of the formula: ##STR3## wherein R 1 and M are as described above, some of which are commercially available as the Geropon® T series (Rhone-Poulenc Inc.).
  • the preferred N-methyl taurate is sodium cocoyl N-methyl taurate.
  • the isethionates and/or taurates of this invention may be incorporated into the pearlizing concentrates at from about 5.0 to about 25 weight percent, preferably about 8 to about 20 weight percent based on the total weight of the concentrate.
  • the formulated shampoo and soap systems utilizing the cold pearlizing concentrate of the present invention can contain a variety of non-essential optional components suitable for rendering such compositions more acceptable.
  • non-essential optional components suitable for rendering such compositions more acceptable.
  • conventional optional ingredients are well known to those skilled in the art, e.g., preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; cationic surfactants such as cetyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride, tricetyl methyl ammonium chloride, stearyldimethyl benzyl ammonium chloride, and di(partially hydrogenated tallow) dimethylammonium chloride; thickeners and viscosity modifiers such as block polymers of ethylene oxide and propylene oxide, e.g.
  • Antarox F-88 (Rhone-Poulenc Inc.), sodium chloride, sodium sulfate, polyvinyl alcohol, and ethyl alcohol; pH adjusting agents such as citric acid, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; perfumes; dyes; and sequestering agents such as disodium ethylenediamine tetra-acetate.
  • pH adjusting agents such as citric acid, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate
  • perfumes dyes
  • sequestering agents such as disodium ethylenediamine tetra-acetate.
  • Such agents generally are used individually at levels of from about 0.01% to about 10%, preferably from 0.5% to about 5.0% by weight of the composition.
  • the pH of the present compositions is not critical and may be in the range of from about 5 to about 9.
  • the pH can be adjusted using a buffer such as citric acid.
  • the order of addition to the mixing tank of the individual components of the concentrate is not critical nor is the reasonably elevated temperature; however, preferably the water, emulsifier and isethionate or N-methyl taurate surfactant are intimately blended at from about 60° to 80° C., more preferably from about 70° to 75° C. with high agitation until the emulsifier is solubilized.
  • the nonionic surfactant and zwitterionic are then blended into the mix.
  • the concentrate is then stored at a temperature of from about 35° C. to about 60° C., preferably from about 45° C. to about 55° C. for at least one day and preferably two (2) days in order to fully develop its pearlescent characteristics.
  • the shampoos and soaps of the present invention can be made by merely mixing the materials together with the concentrate at room temperature.
  • the ultra-mild cold pearlizing concentrate of the present invention may be specifically formulated into a number of different blended soap products.
  • the pearlizing concentrate not only imparts a high luster pearlescence and sheen to the products, but also contributes emollient and moisturizing qualities to the skin. It provides superior shampoo, bath and shower soap systems and markedly improves wet comb-out of the hair.
  • the ethylene glycol monostearate is mixed with water and the sodium cocoyl N-methyl taurate or the sodium cocoyl isethionate at 70° to 75° C. with high speed agitation.
  • the lauryl (7EO) alcohol and the cocoamidopropyl betaine are added into the mixture with stirring and kept at 50° C. for one to two days in order to develop the pearlescence fully. The maintenance of the emulsion at this temperature for this period of time is important for the full development of the pearlescence.
  • the pearlescence concentrate produced is an iridescent or shiny white to off-white viscous liquid with a pH of from about 6.5-7.5 and realizes excellent dispersibility in water.
  • compositions of this invention require no heating for blending and are readily compatible with most anionic-based liquid hand cleaner, shampoo, bubble bath and cosmetic systems to form attractive high-performance very mild products.
  • the water is charged into a mixing vessel and the active ingredients are slowly mixed at room temperature until the mixture becomes uniform in appearance and texture.
  • Citric acid 50%) is then added in an amount: sufficient to adjust the pH to 6.0.
  • the shampoo is then fragranced with a suitable perfume as desired and colored with an appropriate FD & C dye.
  • the hand soap provides excellent lather and cleaning, is extremely mild, and leaves the hands soft.
  • Example II The ingredients are easily blended as in Example II. These pearlescent specialty bath and shower formulations contribute to a luxurious, smooth feel and they help to keep the skin soft and supple.
  • a body shampoo is prepared as in Example III with the use of Formulation C concentrate in lieu of Formulation B.
  • the pearlescent liquid products are prepared easily at room temperature and the Formulation C concentrate provides enhanced viscosity building, foam stability and lather enrichment properties; all combined in an extremely mild formulation.

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  • Cosmetics (AREA)
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US08/367,381 1994-12-30 1994-12-30 Mild cold pearlizing concentrates Expired - Lifetime US5560873A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US08/367,381 US5560873A (en) 1994-12-30 1994-12-30 Mild cold pearlizing concentrates
AU53453/96A AU706141B2 (en) 1994-12-30 1996-01-02 Mild cold pearlizing concentrates
PCT/IB1996/000406 WO1996021424A2 (fr) 1994-12-30 1996-01-02 Concentres froids, doux, creant un effet irise
CN96191687A CN1177290A (zh) 1994-12-30 1996-01-02 柔和的冷珠光化浓缩物
US08/677,258 US5925604A (en) 1994-12-30 1996-07-09 Mild cold pearlizing concentrates

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CN (1) CN1177290A (fr)
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Cited By (24)

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US5925603A (en) * 1996-12-19 1999-07-20 Rhodia Inc. Stable liquid delivery system for acyl isethionates
WO2000010510A1 (fr) * 1998-08-20 2000-03-02 Cognis Deutschland Gmbh Utilisation de dispersions aqueuses de cire comme epaississant
US6063390A (en) * 1998-08-07 2000-05-16 Chesebrough-Pond's Usa Co., A Division Of Conopco, Inc. Cosmetic effervescent cleansing pillow
US6165955A (en) * 1997-03-06 2000-12-26 Rhodia Inc. Mild cold pearlizing concentrates
DE10015992A1 (de) * 2000-03-31 2001-10-18 Rwe Dea Ag Perlglanzkonzentrate
US6451331B1 (en) 2000-01-31 2002-09-17 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Pleated cosmetic effervescent cleansing pillow
US20040105831A1 (en) * 2002-08-13 2004-06-03 Seren Frantz Compositions having a pearl blend appearance additive, personal care products made therefrom
US6765024B1 (en) 1999-04-14 2004-07-20 Mcintyre Group, Ltd. Alkanolamide surfactant emulsions and process therefor
US20050158270A1 (en) * 2004-01-15 2005-07-21 Seren Frantz Pearlizer concentrate and its use in personal care compositions
US20050288208A1 (en) * 2004-06-24 2005-12-29 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Extended lathering pillow article for personal care
DE102007040909A1 (de) 2007-08-30 2009-03-05 Clariant International Ltd. Wässrige Konzentrate aus Isethionat, Taurat und Betain
US20100038585A1 (en) * 2007-03-12 2010-02-18 Kao Corporation Pearlescent composition
US20100105742A1 (en) * 2008-10-24 2010-04-29 Conopco, Inc., D/B/A Unilever Pearlescent liquid cosmetic composition
US9138429B2 (en) 2011-06-23 2015-09-22 The Procter & Gamble Company Process of forming crystals for use in a personal care composition
US20160136072A1 (en) * 2013-06-28 2016-05-19 Clariant International Ltd. Use of special N-methyl-N-acylglucamines in skin-cleaning agents and hand dishwashing agents
US20160206537A1 (en) * 2013-10-25 2016-07-21 Galaxy Surfactants, Ltd. Sustainable cold-dispersible pearlescent concentrate
US9668956B2 (en) 2014-05-21 2017-06-06 Galaxy Surfactants, Ltd. Low viscous, sulfate-free cold-dispersible pearlescent concentrate
US10772324B2 (en) 2012-11-03 2020-09-15 Clariant International Ltd. Aqueous adjuvant-compositions
US10813862B2 (en) 2012-05-30 2020-10-27 Clariant International Ltd. Use of N-methyl-N-acylglucamines as solubilizers
US10864275B2 (en) 2012-05-30 2020-12-15 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
US10920080B2 (en) 2015-10-09 2021-02-16 Clariant International Ltd. N-Alkyl glucamine-based universal pigment dispersions
US10961484B2 (en) 2015-10-09 2021-03-30 Clariant International Ltd. Compositions comprising sugar amine and fatty acid
US11220603B2 (en) 2016-05-09 2022-01-11 Clariant International Ltd. Stabilizers for silicate paints
US11425904B2 (en) 2014-04-23 2022-08-30 Clariant International Ltd. Use of aqueous drift-reducing compositions

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US5646106A (en) * 1994-12-30 1997-07-08 Rhone-Poulenc Specialty Chemicals Asia Pacific Pte Ltd Cold pearlizing concentrates
WO1997013498A1 (fr) * 1995-10-13 1997-04-17 Rhone-Poulenc Inc. Concentres nacres doux, formes a froid
FR2781368B1 (fr) 1998-07-27 2000-09-01 Oreal Composition contenant un agent opacifiant ou nacrant et au moins un alcool gras
US6096702A (en) * 1998-10-01 2000-08-01 Imaginative Research Associates, Inc. Post foaming clear gels and solutions
CN101631531B (zh) * 2007-03-12 2012-03-28 花王株式会社 珠光组合物
US9474916B2 (en) 2013-08-08 2016-10-25 Evonik Degussa Gmbh Carbamates from glycerine carbonate for pearlization
EP3461472B2 (fr) 2017-10-02 2023-12-27 Peter Greven Physioderm GmbH Produits de nettoyage de la peau sensible à effet nettoyant amélioré
GB202115485D0 (en) * 2021-10-28 2021-12-15 Innospec Active Chemicals Llc Compositions and methods
AU2022360284A1 (en) * 2021-10-06 2024-04-11 Innospec Active Chemicals Llc Compositions and methods

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US10864275B2 (en) 2012-05-30 2020-12-15 Clariant International Ltd. N-methyl-N-acylglucamine-containing composition
US10772324B2 (en) 2012-11-03 2020-09-15 Clariant International Ltd. Aqueous adjuvant-compositions
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AU5345396A (en) 1996-07-31
AU706141B2 (en) 1999-06-10
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US5925604A (en) 1999-07-20
WO1996021424A3 (fr) 1996-10-10

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